Entering Week 9 of the 2008 campaign, Schilens was named a starter, playing opposite Javon Walker. Schilens was also a factor in the outside blocking game, adding extra yardage on running plays with key blocks. In week 16, Schilens had his best game as a Raider, catching three passes for 52 yards including a 20-yard touchdown. He finished the 2008 campaign with 15 catches for 226 yards and two touchdowns.

Chaz broke the fifth metatarsal bone in his left foot in August, 2009, but returned to action midway through the season and caught the game winning touchdown in an upset in Week 15 over the rival Denver Broncos.

In 2010, Schilens had another injury-plagued campaign, playing in only five games and catching five passes total.